A new property of geminal bishydroperoxides: Hydrolysis with the removal of hydroperoxide groups to form a ketone

A new property of geminal bishydroperoxides: Hydrolysis with the removal of hydroperoxide groups to form a ketone Full article

Journal

Russian Journal of General Chemistry
ISSN: 1070-3632 , E-ISSN: 1608-3350

Output data

Year: 2010, Volume: 80, Number: 8, Pages: 1667-1671 Pages count : 5 DOI: 10.1134/s1070363210080165

Authors

Terent’ev A.O. ¹ , Krivykh O.B. ¹ , Krylov I.B. ¹ , Ogibin Yu.N. ¹ , Nikishin G.I. ¹

Affiliations

1	Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Leninskii pr. 47, Moscow, 119991, Russia

A new property of geminal bishydroperoxide was discovered: the ability to hydrolyze in acid medium in the presence of hydrogen peroxide with the formation of ketones. The most resistant to hydrolysis are the cyclic C6-bishydroperoxydes: at room temperature within one day they are practically not hydrolyzed; less stable is bishydroperoxycycloheptane (C7): in a day its one fifth part is hydrolyzed. Bishydroperoxydes with the cycles of C8 and C12 for the same time hydrolyzed to 80 and 90% respectively. Of the two linear bishydroperoxydes, 2,2-dihydroperoxydecane, with sterically unhindered center, is more resistant to hydrolysis than 6,6-dihydroperoxyundecane.

Terent’ev A.O. , Krivykh O.B. , Krylov I.B. , Ogibin Y.N. , Nikishin G.I.
A new property of geminal bishydroperoxides: Hydrolysis with the removal of hydroperoxide groups to form a ketone
Russian Journal of General Chemistry. 2010. V.80. N8. P.1667-1671. DOI: 10.1134/s1070363210080165 WOS Scopus OpenAlex

≡ Web of science:	WOS:000282090800016
≡ Scopus:	2-s2.0-78149417846
≡ OpenAlex:	W2033931558